钯催化的噻吩并[3,2-b]噻吩的程序位点选择性芳基化反应
Programmed Site-Selective Palladium-Catalyzed Arylation of Thieno[3,2-b]thiophene.
作者信息
Ha Vuong T M, Villemin Didier, Nguyen Hung-Huy, Le Tin Thanh, Dang Tung T, Nguyen Hien
机构信息
Faculty of Applied Sciences, Ton Duc Thang University, 19 Nguyen Huu Tho Street, Tan Phong Ward, District 7, Ho Chi Minh City, Vietnam.
LCMT, UMR 6507, ENSICAEN, Normandie Université France, 6 bd Maréchal Juin, 14000, Caen Cedex, France.
出版信息
Chem Asian J. 2017 Nov 2;12(21):2819-2826. doi: 10.1002/asia.201700562. Epub 2017 Oct 2.
Mono-, di-, tri-, and tetraarylated thieno[3,2-b]thiophenes were synthesized by direct site-selective Pd-catalyzed C-H activation reactions with various aryl bromides in the presence of a phosphine-free Pd(OAc) /KOAc catalyst system in N,N-dimethylacetamide (DMAc). The arylation of 2-arylthieno[3,2-b]thiophene took place at the C3 position if the 2-aryl substituents possessed electron-withdrawing groups and at the C5 position if they were bulky and possessed electron-donating groups.
单芳基、二芳基、三芳基和四芳基噻吩并[3,2 - b]噻吩是通过在无膦的Pd(OAc)₂/KOAc催化剂体系存在下，于N,N - 二甲基乙酰胺（DMAc）中，使各种芳基溴与噻吩并[3,2 - b]噻吩进行直接的位点选择性钯催化C - H活化反应合成的。如果2 - 芳基噻吩并[3,2 - b]噻吩的2 - 芳基取代基带有吸电子基团，则芳基化反应发生在C3位；如果它们体积较大且带有供电子基团，则芳基化反应发生在C5位。
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